Skip to main content
Log in

A continuous process for the glycerolysis of soybean oil

  • Published:
Journal of the American Oil Chemists' Society

Abstract

A continuous process for the glycerolysis of soybean oil with pure and crude glycerol, the co-product from the transesterification of soybean oil, was investigated in a pilot plant. The process was equipped with a static and a high-shear mixer. The experimental studies explored the effects of variations in mixing intensity, temperature, reactant flow rates, and reactant stoichiometry on the formation of MG and DG. The developed process resulted in high conversion of TG to MG. The most favorable conditions were 230°C, 40 mL/min total flow, 25 min of reaction time, 2.5∶1 molar ratio of glycerol/soybean oil, and 3600 rpm for the reactions involving crude glycerol where the concentrations of MG and DG in the product were about 56 and 36 wt%, respectively. Under similar conditions, glycerolysis of pure glycerol resulted in 58% MG and 33% DG. In general, higher temperatures and mixing intensities favored the conversion of TG to MG and DG. Reaction temperature had a greater influence on the extent of the reaction than mixing. The formation of MG approached equilibrium for nearly all cases under investigation.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Meffert, A., Technical Uses of Fatty Acid Esters, J. Am. Oil Chem. Soc. 61:255–258 (1984).

    CAS  Google Scholar 

  2. Lauridsen, J.B., Food Emulsifiers: Surface Activity, Edibility, Manufacture, Composition, and Application, 53:400–407 (1976).

    CAS  Google Scholar 

  3. Sonntag, N.O.V., Glycerolysis of Fats and Methyl Esters: Status, Review, and Critique, 59:795A-802A (1982).

    CAS  Google Scholar 

  4. Cao, S.G., X.G. Gao, and K.E. Zhang, Enzymatic Preparation of Monoglycerides via Glycerolysis of Fats and Oils Catalyzed by Lipase from Pseudomonas Species, Ann. NY Acad. Sci. 799:670–677 (1996).

    CAS  Google Scholar 

  5. Noureddini, H., and S.E. Harmeier, Enzymatic Glycerolysis of Soybean Oil, J. Am. Oil Chem. Soc. 75:1359–1365 (1998).

    CAS  Google Scholar 

  6. Elfman-Borjesson, I., and M. Harrod, Synthesis of Monoglycerides by Glycerolysis of Rapeseed Oil Using Immobilized Lipase, 76:701–708 (1999).

    CAS  Google Scholar 

  7. Rendon, A., A. Lopez-Munguia, and A. Castillo, Solvent Engineering Applied to Lipase-Catalyzed Glycerolysis of Triolein, 78:1061–1066 (2001).

    CAS  Google Scholar 

  8. Jackson, M.A., and J.W. King, Lipase-Catalyzed Glycerolysis of Soybean Oil in Supercritical Carbon Dioxide, 74:103–106 (1997).

    CAS  Google Scholar 

  9. Krustanov, P., I. Marinchevski, R. Chobanova, and N. Pekhlivanov, Technology for the Production of Monoglyceride Emulsifiers (abstract), Maslo-Sapunena Prom. 87:203382v (1974).

    Google Scholar 

  10. Birnbaum, H., and J. Lederer, Process for Producing Monoglycerides of Fatty Acids, U.S. Patent 3,102,129 (1963).

  11. Demmering, G., and G. Effey, Continuous Production of Fatty Acid Monoglycerides, German Patent 3,020,566 (1981).

  12. Allen, R.R., and R.L. Campbell Jr., Process for the Manufacture of Fatty Acid Esters, U.S. Patent 3,313,834 (1967).

  13. Chang, S.S., and L.H. Wiedermann, Continuous Manufacture of Monoglycerides, U.S. Patent 3,079,412 (1963).

    Google Scholar 

  14. Official Methods and Recommended Practices of the American Oil Chemists’ Society, 4th edn., edited by D. Firestone, AOCS Press, Champaign, 1993, Method Ca 5a-40.

    Google Scholar 

  15. Noureddini, H., D. Harkey, and V. Medikonduru, A Continuous Process for the Conversion of Vegetable Oils into Methyl Esters of Fatty Acids, J. Am. Oil Chem. Soc. 75:1755–1783 (1998).

    Google Scholar 

  16. Noureddini, H., and V. Medikonduru, Glycerolysis of Fats and Methyl Esters, 74:419–425 (1997).

    CAS  Google Scholar 

  17. Brandner, J.D., and R.L. Birkmeier, Relative Esterification of the Primary and Secondary Hydroxyl Groups of Glycerol, 37:390–396 (1960).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to H. Noureddini.

About this article

Cite this article

Noureddini, H., Harkey, D.W. & Gutsman, M.R. A continuous process for the glycerolysis of soybean oil. J Amer Oil Chem Soc 81, 203–207 (2004). https://doi.org/10.1007/s11746-004-0882-y

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11746-004-0882-y

Key Words

Navigation